메뉴 건너뛰기




Volumn 42, Issue 3, 1999, Pages 446-457

Synthesis of cytotoxic indenoisoquinoline topoisomerase I poisons

Author keywords

[No Author keywords available]

Indexed keywords

6 (3 CARBOXY 1 PROPYL) 5,6 DIHYDRO 5,11 DIKETO 11H INDENO[1,2 C]ISOQUINOLINE; 6 ALLYL 5,6,12,13 TETRAHYDRO 2,3 DIMETHOXY 8,9 (METHYLENEDIOXY) 5,11 DIOXO 11H INDENO[1,2 C]ISOQUINOLINE; 6 ETHYL 2,3 DIMETHOXY 8,9 (METHYLENEDIOXY) 11H INDENO[1,2 C]ISOQUINOLINIUM CHLORIDE; 6 ETHYL 5,6,12,13 TETRAHYDRO 2,3 DIMETHOXY 8,9 (METHYLENEDIOXY) 5,11 DIOXO 11H INDENO[1,2 C]ISOQUINOLINE; DNA TOPOISOMERASE INHIBITOR; INTERCALATING AGENT; ISOQUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0033047992     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9803323     Document Type: Article
Times cited : (127)

References (24)
  • 1
    • 0007565558 scopus 로고
    • Stereoselective oxidation by thionyl chloride leading to the indeno[1,2-c]isoquinoline system
    • Cushman, M.; Cheng, L. Stereoselective Oxidation by Thionyl Chloride Leading to the Indeno[1,2-c]isoquinoline System. J. Org. Chem. 1978, 43, 3781-3783.
    • (1978) J. Org. Chem. , vol.43 , pp. 3781-3783
    • Cushman, M.1    Cheng, L.2
  • 2
    • 0024312538 scopus 로고
    • Display and analysis of patterns of differential activity of drugs against human tumor cell lines: Development of mean graph and COMPARE algorithm
    • Paull, K. D.; Shoemaker, R. H.; Hodes, L.; Monks, A.; Scudiero, D. A.; Rubinstein, L.; Plowman, J.; Boyd, M. R. Display and Analysis of Patterns of Differential Activity of Drugs Against Human Tumor Cell Lines: Development of Mean Graph and COMPARE Algorithm. J. Natl. Cancer Inst. 1989, 81, 1088-1092.
    • (1989) J. Natl. Cancer Inst. , vol.81 , pp. 1088-1092
    • Paull, K.D.1    Shoemaker, R.H.2    Hodes, L.3    Monks, A.4    Scudiero, D.A.5    Rubinstein, L.6    Plowman, J.7    Boyd, M.R.8
  • 4
    • 0028906786 scopus 로고
    • Some practical considerations and applications of the national cancer institute in vitro anticancer drug discovery screen
    • Boyd, M. R.; Paull, K. D. Some Practical Considerations and Applications of the National Cancer Institute In Vitro Anticancer Drug Discovery Screen. Drug Dev. Res. 1995, 34, 91-109.
    • (1995) Drug Dev. Res. , vol.34 , pp. 91-109
    • Boyd, M.R.1    Paull, K.D.2
  • 5
    • 0031815336 scopus 로고    scopus 로고
    • Protein-linked DNA strand breaks induced by NSC 314622, a novel noncamptothecin topoisomerase I poison
    • Kohlhagen, G.; Paull, K.; Cushman, M.; Nagafuji, P.; Pommier, Y. Protein-Linked DNA Strand Breaks Induced by NSC 314622, a Novel Noncamptothecin Topoisomerase I Poison. Mol. Pharmacol. 1998, 54, 50-58.
    • (1998) Mol. Pharmacol. , vol.54 , pp. 50-58
    • Kohlhagen, G.1    Paull, K.2    Cushman, M.3    Nagafuji, P.4    Pommier, Y.5
  • 6
    • 0031022037 scopus 로고    scopus 로고
    • G2 cell cycle arrest and apoptosis are induced in Burkitt's lymphoma cells by the anticancer agent oracin
    • Klucar, J.; Al-Rubeai, M. G2 Cell Cycle Arrest and Apoptosis Are Induced in Burkitt's Lymphoma Cells by the Anticancer Agent Oracin. FEBS Lett. 1997, 400, 127-130.
    • (1997) FEBS Lett. , vol.400 , pp. 127-130
    • Klucar, J.1    Al-Rubeai, M.2
  • 8
    • 0029763085 scopus 로고    scopus 로고
    • Lack of cardiotoxicity of a new antineoplastic agent, a synthetic derivative of indenoisoquinoline: Comparison with daunorubicin in rabbits
    • Gersl, V.; Mazurová, Y.; Bajgar, J.; Mélka, M.; Hrdina, R.; Palicka, V. Lack of Cardiotoxicity of a New Antineoplastic Agent, a Synthetic Derivative of Indenoisoquinoline: Comparison with Daunorubicin in Rabbits. Arch. Toxicol. 1996, 70, 645-651.
    • (1996) Arch. Toxicol. , vol.70 , pp. 645-651
    • Gersl, V.1    Mazurová, Y.2    Bajgar, J.3    Mélka, M.4    Hrdina, R.5    Palicka, V.6
  • 9
    • 0342592199 scopus 로고    scopus 로고
    • High-performance liquid chromatography assay for the separation and characterization of metabolites of the potential cytostatic drug oracine
    • Wsól, V.; Kvasnicková, E.; Szotáková, B.; Hais, I. M. High-performance Liquid Chromatography Assay for the Separation and Characterization of Metabolites of the Potential Cytostatic Drug Oracine. J. Chromatogr. B 1996, 681, 169-175.
    • (1996) J. Chromatogr. B , vol.681 , pp. 169-175
    • Wsól, V.1    Kvasnicková, E.2    Szotáková, B.3    Hais, I.M.4
  • 10
    • 0029451997 scopus 로고
    • Mutagenicity of cytostatic drugs in bacterial system. I. Ames test
    • Marhan, J. Mutagenicity of Cytostatic Drugs in Bacterial System. I. Ames Test. Folia Microbiol. 1995, 40, 457-461.
    • (1995) Folia Microbiol. , vol.40 , pp. 457-461
    • Marhan, J.1
  • 11
    • 0029451953 scopus 로고
    • Mutagenicity of cytostatic drugs in a bacterial system. II. DNA-repair test
    • Marhan, J. Mutagenicity of Cytostatic Drugs in a Bacterial System. II. DNA-Repair Test. Folia Microbiol. 1995, 40, 462-466.
    • (1995) Folia Microbiol. , vol.40 , pp. 462-466
    • Marhan, J.1
  • 12
    • 29644432244 scopus 로고
    • Protection of hydroxyl group as tert-butyldimethylsilyl derivatives
    • Corey, E. J.; Venkateswarlu, A. Protection of Hydroxyl Group as tert-Butyldimethylsilyl Derivatives. J. Am. Chem. Soc. 1972, 94, 6190-6191.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 6190-6191
    • Corey, E.J.1    Venkateswarlu, A.2
  • 13
    • 0017481695 scopus 로고
    • Condensation of imines with homophthalic anhydrides. A convergent synthesis of cis-and trans-13-methyltetrahydroprotoberberines
    • Cushman, M.; Gentry, J.; Dekow, F. W. Condensation of Imines with Homophthalic Anhydrides. A Convergent Synthesis of cis-and trans-13-Methyltetrahydroprotoberberines. J. Org. Chem. 1977, 42, 1111-1116.
    • (1977) J. Org. Chem. , vol.42 , pp. 1111-1116
    • Cushman, M.1    Gentry, J.2    Dekow, F.W.3
  • 14
    • 0021260108 scopus 로고
    • Synthesis and biological activity of structural analogues of the anticancer benzophenanthridine alkaloid nitidine chloride
    • Cushman, M.; Mohan, P.; Smith, E. C. R. Synthesis and Biological Activity of Structural Analogues of the Anticancer Benzophenanthridine Alkaloid Nitidine Chloride. J. Med. Chem. 1984, 27, 544-547.
    • (1984) J. Med. Chem. , vol.27 , pp. 544-547
    • Cushman, M.1    Mohan, P.2    Smith, E.C.R.3
  • 15
    • 0021873124 scopus 로고
    • Synthesis and antitumor activity of structural analogues of the anticancer benzophenanthridine alkaloid fagaronine chloride
    • Cushman, M.; Mohan, P. Synthesis and Antitumor Activity of Structural Analogues of the Anticancer Benzophenanthridine Alkaloid Fagaronine Chloride. J. Med. Chem. 1985, 28, 1031-1036.
    • (1985) J. Med. Chem. , vol.28 , pp. 1031-1036
    • Cushman, M.1    Mohan, P.2
  • 17
    • 0027202339 scopus 로고
    • DNA minor groove-binding ligands: A different class of mammalian DNA topoisomerase I inhibitors
    • Chen, A. Y.; Yu, C.; Gatto, B.; Liu, L. F. DNA Minor Groove-binding Ligands: A Different Class of Mammalian DNA Topoisomerase I Inhibitors. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 8131-8135.
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 8131-8135
    • Chen, A.Y.1    Yu, C.2    Gatto, B.3    Liu, L.F.4
  • 18
    • 0031025765 scopus 로고    scopus 로고
    • Correlation between the formation of cleavable complex with topoisomerase I and growth inhibitory activity for saintopin-type antibiotics
    • Fujii, N.; Yamashita, Y.; Mizukami, T.; Nakano, H. Correlation Between the Formation of Cleavable Complex with Topoisomerase I and Growth Inhibitory Activity for Saintopin-Type Antibiotics. Mol. Pharmacol. 1997, 51, 269-276.
    • (1997) Mol. Pharmacol. , vol.51 , pp. 269-276
    • Fujii, N.1    Yamashita, Y.2    Mizukami, T.3    Nakano, H.4
  • 19
    • 0027497321 scopus 로고
    • Induction of mammalian DNA topoisomerase I-mediated DNA cleavage and DNA unwinding by Bulgarin
    • Fujii, N.; Yamashita, Y.; Saitoh, Y.; Nakano, H. Induction of Mammalian DNA Topoisomerase I-mediated DNA Cleavage and DNA Unwinding by Bulgarin. J. Biol. Chem. 1993, 268, 13160-13165.
    • (1993) J. Biol. Chem. , vol.268 , pp. 13160-13165
    • Fujii, N.1    Yamashita, Y.2    Saitoh, Y.3    Nakano, H.4
  • 20
    • 0023279028 scopus 로고
    • DNA unwinding and inhibition of mouse leukemia L1210 DNA topoisomerase I by intercalators
    • Pommier, Y.; Covey, J. M.; Kerrigan, D.; Markovits, J.; Pham, R. DNA Unwinding and Inhibition of Mouse Leukemia L1210 DNA Topoisomerase I by Intercalators. Nucleic Acids Res. 1987, 15, 6713-6731.
    • (1987) Nucleic Acids Res. , vol.15 , pp. 6713-6731
    • Pommier, Y.1    Covey, J.M.2    Kerrigan, D.3    Markovits, J.4    Pham, R.5
  • 21
    • 0022340594 scopus 로고
    • Camptothecin induces protein-linked DNA breaks via mammalian DNA topoisomerase I
    • Hsiang, Y. H.; Hertzberg, R.; Hecht, S.; Liu, L. F. Camptothecin Induces Protein-linked DNA Breaks via Mammalian DNA Topoisomerase I. J. Biol. Chem. 1985, 260, 14873-14878.
    • (1985) J. Biol. Chem. , vol.260 , pp. 14873-14878
    • Hsiang, Y.H.1    Hertzberg, R.2    Hecht, S.3    Liu, L.F.4
  • 22
    • 0032189683 scopus 로고    scopus 로고
    • Mechanism of action of eukaryotic DNA topoisomerases and drugs targeted to the enzyme
    • Pommier, Y.; Pourquier, P.; Fan, Y.; Strumberg, D. Mechanism of Action of Eukaryotic DNA Topoisomerases and Drugs Targeted to the Enzyme. Biochim. Biophys. Acta 1997, 1400, 83-105.
    • (1997) Biochim. Biophys. Acta , vol.1400 , pp. 83-105
    • Pommier, Y.1    Pourquier, P.2    Fan, Y.3    Strumberg, D.4
  • 24
    • 0032539981 scopus 로고    scopus 로고
    • Mammalian DNA topoisomerase I activity and poisoning by camptothecin are inhibited by simian virus 40 large T antigen
    • Pommier, Y.; Kohlhagen, G.; Wu, C.; Simmons, D. T. Mammalian DNA Topoisomerase I Activity and Poisoning by Camptothecin Are Inhibited by Simian Virus 40 Large T Antigen. Biochemistry 1998, 37, 3818-3823.
    • (1998) Biochemistry , vol.37 , pp. 3818-3823
    • Pommier, Y.1    Kohlhagen, G.2    Wu, C.3    Simmons, D.T.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.